TDR Targets

Basic information

Technical information

TDR Targets ID: 326594
Name: 5-chloro-N-[(2R)-1-[3-methyl-4-(3-oxomorpholi n-4-yl)anilino]-1-oxopropan-2-yl]thiophene-2- carboxamide
MW: 421.898 | Formula: C19H20ClN3O4S
H donors: 2 H acceptors: 3 LogP: 2.86 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: O=C([C@H](NC(=O)c1ccc(s1)Cl)C)Nc1ccc(c(c1)C)N1CCOCC1=O
InChi: 1S/C19H20ClN3O4S/c1-11-9-13(3-4-14(11)23-7-8-27-10-17(23)24)22-18(25)12(2)21-19(26)15-5-6-16(20)28-15/h3-6,9,12H,7-8,10H2,1-2H3,(H,21,26)(H,22,25)/t12-/m1/s1
InChiKey: XFAZCCFEUBGDTE-GFCCVEGCSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

5-chloro-N-[(1R)-1-methyl-2-[3-methyl-4-(3-oxomorpholin-4-yl)anilino]-2-oxo-ethyl]thiophene-2-carboxamide
5-chloro-N-[(1R)-1-methyl-2-[3-methyl-4-(3-oxo-4-morpholinyl)anilino]-2-oxoethyl]-2-thiophenecarboxamide
5-chloro-N-[(2R)-1-[[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]amino]-1-oxo-propan-2-yl]thiophene-2-carboxamide
5-chloro-N-[(1R)-2-keto-2-[4-(3-ketomorpholino)-3-methyl-anilino]-1-methyl-ethyl]thiophene-2-carboxamide
5-chloro-N-[(2R)-1-[[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]amino]-1-oxopropan-2-yl]thiophene-2-carboxamide
5-chloro-N-[(1R)-1-methyl-2-[[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]amino]-2-oxo-ethyl]thiophene-2-carboxamide
5-chloro-N-[(1R)-1-methyl-2-[[3-methyl-4-(3-oxo-4-morpholinyl)phenyl]amino]-2-oxoethyl]-2-thiophenecarboxamide
5-chloro-N-[(1R)-2-keto-2-[[4-(3-ketomorpholin-4-yl)-3-methyl-phenyl]amino]-1-methyl-ethyl]thiophene-2-carboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	protease, serine, 2 (trypsin 2)		References
Homo sapiens	protease, serine, 3	Starlite/ChEMBL	References
Homo sapiens	coagulation factor II (thrombin)	Starlite/ChEMBL	References
Homo sapiens	coagulation factor X	Starlite/ChEMBL	References
Homo sapiens	protease, serine, 1 (trypsin 1)		References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639
Brugia malayi	Trypsin family protein	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Trypsin family protein	protease, serine, 1 (trypsin 1)	247 aa	287 aa	21.6 %
Schistosoma mansoni	cercarial elastase (S01 family)	protease, serine, 2 (trypsin 2)	247 aa	240 aa	25.8 %
Schistosoma mansoni	cercarial elastase (S01 family)	protease, serine, 3	261 aa	234 aa	25.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	enteropeptidase	0.0028	0.0044	0.0044
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0044	0.014
Echinococcus multilocularis	enteropeptidase	0.0028	0.0044	0.0044
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Brugia malayi	Trypsin family protein	0.0028	0.0044	0.0135
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0126	0.0675	0.2055
Schistosoma mansoni	netrin receptor unc5	0.0126	0.0675	0.2551
Onchocerca volvulus		0.0028	0.0044	0.0175
Echinococcus granulosus	subfamily S1A unassigned peptidase S01 family	0.0028	0.0044	0.0044
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Echinococcus granulosus	death domain containing protein	0.0126	0.0675	0.0675
Echinococcus multilocularis	netrin receptor unc 5	0.0126	0.0675	0.0675
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0126	0.0675	0.2125
Loa Loa (eye worm)	trypsin family protein	0.0028	0.0044	0.014
Brugia malayi	hypothetical protein	0.0028	0.0044	0.0135
Schistosoma mansoni	aminopeptidase PILS (M01 family)	0.0028	0.0044	0.0168
Echinococcus granulosus	netrin receptor unc 5	0.0126	0.0675	0.0675
Echinococcus granulosus	ankyrin repeat and death domain containing protein	0.0126	0.0675	0.0675
Schistosoma mansoni	retinoblastoma-binding protein 4 (rbbp4)	0.0127	0.068	0.257
Trypanosoma cruzi	hypothetical protein, conserved	0.0021	0	0.5
Plasmodium vivax	cysteine repeat modular protein 1, putative	0.0021	0	0.5
Onchocerca volvulus		0.0347	0.2097	0.826
Echinococcus granulosus	transmembrane protease serine 3	0.0028	0.0044	0.0044
Echinococcus multilocularis	jun protein	0.0532	0.3286	0.3286
Brugia malayi	Trypsin family protein	0.0347	0.2097	0.6384
Onchocerca volvulus		0.0028	0.0044	0.0175
Schistosoma mansoni	neuropeptide receptor	0.0173	0.0977	0.3689
Schistosoma mansoni	hypothetical protein	0.0028	0.0044	0.0168
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0044	0.014
Echinococcus granulosus	glycoprotein Antigen 5	0.0028	0.0044	0.0044
Brugia malayi	Death domain containing protein	0.0126	0.0675	0.2055
Brugia malayi	cyclic AMP-response element binding protein 1 gamma 1, putative	0.0214	0.1237	0.3766
Echinococcus multilocularis	G protein coupled receptor 139	0.0173	0.0977	0.0977
Loa Loa (eye worm)	hypothetical protein	0.0214	0.1237	0.3894
Echinococcus multilocularis	nuclear factor of activated T cells 5	0.1576	1	1
Schistosoma mansoni	hypothetical protein	0.0028	0.0044	0.0168
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Echinococcus multilocularis	ankyrin repeat and death domain containing protein	0.0126	0.0675	0.0675
Leishmania major	hypothetical protein, conserved	0.0021	0	0.5
Brugia malayi	Trypsin family protein	0.0028	0.0044	0.0135
Schistosoma mansoni	ankyrin 23/unc44	0.0126	0.0675	0.2551
Toxoplasma gondii	kringle domain-containing protein	0.0021	0	0.5
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0168
Onchocerca volvulus		0.0214	0.1237	0.4873
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Brugia malayi	Chymotrypsin-like protease CTRL-1 precursor	0.0028	0.0044	0.0135
Loa Loa (eye worm)	hypothetical protein	0.0126	0.0675	0.2125
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0168
Echinococcus granulosus	neuropeptide receptor	0.0173	0.0977	0.0977
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0347	0.2097	0.7923
Loa Loa (eye worm)	hypothetical protein	0.0515	0.3178	1
Echinococcus multilocularis	Ankyrin	0.0127	0.068	0.068
Brugia malayi	Uncoordinated protein 44	0.0126	0.0675	0.2055
Brugia malayi	hypothetical protein	0.0416	0.2539	0.7728
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0044	0.014
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Echinococcus multilocularis	Peptidase S1 S6, chymotrypsin Hap	0.0028	0.0044	0.0044
Echinococcus multilocularis	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0044
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Schistosoma mansoni	jun-related protein	0.0433	0.2647	1
Mycobacterium ulcerans	hypothetical protein	0.0028	0.0044	0.5
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Brugia malayi	Trypsin family protein	0.0028	0.0044	0.0135
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0044	0.014
Echinococcus granulosus	jun protein	0.0532	0.3286	0.3286
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0347	0.2097	0.7923
Brugia malayi	bZIP transcription factor family protein	0.0532	0.3286	1
Onchocerca volvulus		0.0028	0.0044	0.0175
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0168
Onchocerca volvulus		0.0416	0.2539	1
Brugia malayi	Protein kinase domain containing protein	0.0126	0.0675	0.2055
Echinococcus multilocularis	Mastin	0.0028	0.0044	0.0044
Echinococcus multilocularis	transmembrane protease serine 3	0.0028	0.0044	0.0044
Brugia malayi	Trypsin-like protease protein 5	0.0028	0.0044	0.0135
Echinococcus granulosus	Mastin	0.0028	0.0044	0.0044
Echinococcus multilocularis	glycoprotein Antigen 5	0.0028	0.0044	0.0044
Loa Loa (eye worm)	hypothetical protein	0.0127	0.068	0.2141
Loa Loa (eye worm)	hypothetical protein	0.0347	0.2097	0.66
Echinococcus granulosus	Peptidase S1 S6 chymotrypsin Hap	0.0028	0.0044	0.0044
Onchocerca volvulus		0.0028	0.0044	0.0175
Plasmodium falciparum	cysteine repeat modular protein 1	0.0021	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0044	0.014
Onchocerca volvulus	Netrin receptor homolog	0.0126	0.0675	0.2659
Schistosoma mansoni	hypothetical protein	0.0126	0.0675	0.2551
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0168
Echinococcus granulosus	Ankyrin	0.0127	0.068	0.068
Echinococcus granulosus	Basic leucine zipper bZIP transcription factor	0.0532	0.3286	0.3286
Loa Loa (eye worm)	hypothetical protein	0.0347	0.2097	0.66
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0028	0.0044	0.0168
Onchocerca volvulus		0.0319	0.1916	0.7546
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Schistosoma mansoni	cercarial elastase (S01 family)	0.0028	0.0044	0.0168
Echinococcus multilocularis	neuropeptide receptor	0.0173	0.0977	0.0977
Onchocerca volvulus		0.0028	0.0044	0.0175
Schistosoma mansoni	hypothetical protein	0.0433	0.2647	1
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription factor	0.0532	0.3286	0.3286

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	> 10 uM	Inhibitory concentration against human thrombin activity	ChEMBL.	15501047
IC50 (binding)	> 10 uM	Inhibitory concentration against human trypsin activity	ChEMBL.	15501047
IC50 (binding)	> 10 uM	Inhibitory concentration against human thrombin activity	ChEMBL.	15501047
IC50 (binding)	> 10 uM	Inhibitory concentration against human trypsin activity	ChEMBL.	15501047
IC50 (binding)	= 15 uM	Inhibitory concentration against human serine protease factor Xa	ChEMBL.	15501047
IC50 (binding)	= 15 uM	Inhibitory concentration against human serine protease factor Xa	ChEMBL.	15501047
MAD (ADMET)	= 2.8 mg kg-1	Maximum absorbable dose of compound after administration at dose of 10 mg/kg was determined	ChEMBL.	15501047
Solubility (ADMET)	= 134 ug ml-1	Solubility of the compound was determined	ChEMBL.	15501047

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?

In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.

In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

ChEMBL: CHEMBL187102
PubChem: 10093667

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 326594